Of course when I don't check for a few days I get a question! lol

Uh... first thing that comes to mind is a match I had during one of the online VGC events during pokemon gen 5. I predicted my opponent and turned a match around that caused them to rage quit.

We were both down to our last pokemon, mine were Cofagrigus and Thundurus, theirs were also Thundurus and a fresh Conkeldurr. My Thundurus was in the red so I figured they'd try and have Conkeldurr pick it off with bullet punch next turn. I was packing disable on cofagrigus, so I had my thundurus use protect and targeted the conkeldurr with disable. Got the prediction right and managed to disable their bullet punch. That made sure my thundurus could get off and attack next turn, so both Thunduruses(?) went down, leaving Cofagrigus vs Conkeldurr. The only thing Conkeldurr could do was hope they could get a critical hit with stone edge so Cofagrigus won by stalling and chipping their health away lol.

I wanted to save the replay but the other person rage quit and it wouldn't let you save replays when that happened. But I'll always remember.

Well, based on the top ten list I made a while back, aside from more popular ones like pokemon, FFV, and zelda, I'd recommend Azure Dreams, which is a roguelike similar to mystery dungeon but with a monster raising aspect to it. Speaking of monster raisers, Monster Rancher 2 is really good, it plays more like an actual simulation game compared to pokemon. Probably the most obscure thing I can recommend is Team Buddies, a PS1 game that's a mix of a squad based shooter and a strategy game, where little balloon guys shoot each other. It's been a long time since I last played it, but I remember it having a really fun multiplayer mode. And of course, any of the Way of the Samurai games. I've only played 1 and 3, but they're great little games that act sorta like CYOA stories where you're given a lot of decisions on how the story plays out.

I was actually interested in streaming for a long while. I used to (and still do) watch vinesauce, Vinny and Joel, and those guys are both really great entertainers and make the whole thing look super fun to do. I liked how they had managed to build communities around them, and it made me wish I could do that too, because then it'd be like having a lot of friends!

But every video I saw about starting streaming all said the same thing: If you wanted to stream you HAD to have a face cam. You HAD to show people your face because they wanted to see your reaction, they wanted to see you get scared and cry when slendy man got you, etc etc. So, despite the fact I was already watching successful and entertaining streamers that didn't use a cam, I got dissuaded because I really didn't want to show my face. Plus, I also just never had a good gaming computer.

Then, you know, 2020 happened and streaming and Vtubing experienced a boom, and learning how accessible doing those things had become made me want to try again. And with Vtubing, I didn't have to worry about my shyness and showing my face! So I used some money to buy a decent computer and actually gave it a try. And now I'm still doing it!

tbh I don't even know lol.
If it wouldn't be a logistical nightmare, I'd love to have people play that silly touhou doujin game I played (Meirin in fists of fire).
But a more practical answer, I'm not sure. I suppose whatever it is I should be familiar with? As in, know some of the meta so I can better run the tournament?
But then that would leave only, like, Monster Rancher and Pokemon lol.

The magical drop tournament was cool though...
... Could we play Pop'n Pop? That one has Sayo-chan in it...
Or maybe Puchi Carat? (at this point I'm just naming taito games)

I suppose the game itself doesn't matter as long as it's something fun to do with a lot of people!

... sorry maybe that's not an actual answer.